Navigating the Transition from Full-Time Job to Side Hustle

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The speaker started a side hustle while working remotely and gradually dedicated more time to it. They took a conservative approach to leaving their full-time job, waiting until the side hustle generated double their full-time job's output. The speaker advises against quitting immediately if on a path one does not want to stay on, and instead suggests systematizing job requirements to free up time for pursuing other opportunities. The importance of identifying whether a job offers skills and income growth, or if it has bottlenecks due to management, is emphasized. In the latter case, the speaker recommends finding a side hustle to develop skills and income independently.

In this week’s episode, Patrick Donley (@JPatrickDonley) sits down with Dickie Bush, a former BlackRock portfolio manager turned digital entrepreneur. You’ll learn the secrets to Dickie’s success in football, on Wall Street, online as a writer and content creator, and even how he lost 100 pounds after his football career at Princeton ended.

Dickie co-founded Ship30For30, a cohort-based course which has helped over 10,000 students start writing.

He’s a former professional online gamer and captain of the Princeton football team who has gone on to build a successful career on Wall Street and more recently, as a digital entrepreneur.

IN THIS EPISODE, YOU’LL LEARN:

00:00 - Intro.

02:43 - How video games taught him more than his Ivy League degree about business.

05:45 - What “obsession based” learning is.

07:53 - What his experience at BlackRock was like and why he left.

10:49 - When you should consider leaving a job.

11:36 - How he got started with a blog synthesizing content he was already listening to.

19:46 - What his early days on Twitter were like.

30:53 - How he made $10,000 as a ghostwriter.

36:59 - What the impetus of Ship30For30 was and how he developed the program.

40:36 - How he eliminated his scarcity mindset and improved his relationship with money.

44:18 - Why you should create a “memory dividend” fund with your money.

53:47 - Why you need to save the first $100,000 in cash before you start investing.

57:40 - Why he spent $68,000 on a mastermind group.

63:31 - How he lost 100 pounds and what nutrition system worked best.

68:04 - What keeps people from writing and a tool to generate topics to write about.

*Disclaimer: Slight timestamp discrepancies may occur due to podcast platform differences.

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Recommended book: The Almanack of Naval Ravikant by Eric Jorgenson.
Recommended book: Die with Zero by Bill Perkins.
Recommended book: The Anthology of Balaji by Eric Jorgenson.
Recommended book: 4 Hour Workweek by Tim Ferriss.
Check out the books mentioned in the podcast here.

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